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SML1907

Sigma-Aldrich

ESI-05

≥98% (HPLC)

Synonyme(s) :

1,3,5-Trimethyl-2-[(4-methylphenyl)sulfonyl]-benzene, Mesityl (4-methylphenyl) sulfone

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About This Item

Formule empirique (notation de Hill):
C16H18O2S
Numéro CAS:
5184-64-5
Poids moléculaire :
274.38
Numéro MDL:
MFCD00091573
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

room temp

Chaîne SMILES 

CC1=CC=C(S(C2=C(C)C=C(C)C=C2C)(=O)=O)C=C1

InChI

1S/C16H18O2S/c1-11-5-7-15(8-6-11)19(17,18)16-13(3)9-12(2)10-14(16)4/h5-10H,1-4H3

Clé InChI

CGPHOZWFSFNOEQ-UHFFFAOYSA-N

Application

ESI-05 has been used to study the effect of protein exchange directly activated by cAMP 2 on traumatic brain injury.

Actions biochimiques/physiologiques

ESI-05 is a selective inhibitor against cAMP-regulated guanine nucleotide exhange factor (GEF) EPAC2 (Exchange factor directly activated by cAMP 2) activation by targeting an EPAC2-specific allosteric site at the interface of the two cAMP-binding domains. ESI-05 inhibits EAPC2, but not EPAC1 or PKA, activation by cAMP in a highly potent (IC50 = 430 nM; 25 μM cAMP) and cAMP-competitive manner in cell-free assays, and suppresses cAMP analog 007-AM-induced cellular Rap1 activation in EPAC2-, but not EPAC1-, expressing HEK293 transfectants.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Tamara Tsalkova et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(45), 18613-18618 (2012-10-24)
The major physiological effects of cAMP in mammalian cells are transduced by two ubiquitously expressed intracellular cAMP receptors, protein kinase A (PKA) and exchange protein directly activated by cAMP (EPAC), as well as cyclic nucleotide-gated ion channels in certain tissues.
Eva Calderón-Sánchez et al.
PloS one, 11(2), e0147375-e0147375 (2016-02-04)
Urocortin-1 (Ucn-1) is an endogenous peptide that protects heart from ischemia and reperfusion (I/R) injuries. Ucn-1 is known to prevent cardiac cell death, but its role in the transcription of specific genes related to survival signaling pathway has not been
Haijun Chen et al.
Journal of medicinal chemistry, 56(3), 952-962 (2013-01-05)
EPAC1 and EPAC2, two isoforms of exchange proteins directly activated by cAMP (EPAC), respond to the second messenger cAMP and regulate a wide variety of intracellular processes under physiological and pathophysiological circumstances. Herein, we report the chemical design, synthesis, and
Ling Zhang et al.
Frontiers in neuroscience, 12, 263-263 (2018-05-10)
Traumatic brain injury (TBI) is a major cause of mortality and disability worldwide. TBI-induced neuronal apoptosis is one of the main contributors to the secondary injury process. The aim of this study is to investigate the involvement of Exchange protein

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